Isothiazole

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Isothiazole
Full structural formula
Skeletal formula with numbers
Ball-and-stick model
Space-filling model
Names
IUPAC name
1,2-thiazole
Other names
isothiazole
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
Properties
C3H3NS
Molar mass 85.12 g·mol−1
Boiling point 114 °C (237 °F; 387 K)[2]
Acidity (pKa) -0.5 (of conjugate acid) [1]
Related compounds
Related compounds
thiazole, isoxazole
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

An isothiazole, or 1,2-thiazole, is a type of organic compound containing a five-membered aromatic ring that consists of three carbon atoms, one nitrogen atom, and one sulfur atom.[3] Isothiazole is a member of a class of compounds known as azoles; in contrast to the isomeric thiazole, the two heteroatoms are in adjacent positions.

The ring structure of isothiazole is incorporated into larger compounds with biological activity such as the pharmaceutical drugs ziprasidone and perospirone.

References[edit]

  1. ^ Zoltewicz, J. A. & Deady, L. W. Quaternization of heteroaromatic compounds. Quantitative aspects. Adv. Heterocycl. Chem. 22, 71-121 (1978).
  2. ^ Isothiazoles, D. W. Brown and M. Sainsbury, page 513
  3. ^ Heterocyclic Chemistry, 3rd Edition, J.A. Joule, K. Mills, and G.F. Smith, page 394